Patent US3904625A successfully refreshed from Google Patents.
US3904625A
Expired / Lapsed
US
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Use of ion exchange resins in preparing tetrahydropyrimidines
Assignee: Baker Petrolite LLC
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Filing: 1974-04-08
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Granted: 1975-09-09
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Expires: 1994-04-08
Abstract
Abstract This invention relates to the use of ion exchange resin as a catalyst in the preparation of substituted 2, 3, 4, 5tetrahydropyrimidines (THP) by reacting a carbonyl compound (ketone or aldehyde) with ammonia. The catalyst besides giving excellent yields can be repeatedly employed with little change in yield or activity. THP and derivatives thereof are useful as biocides, antioxidants, oxygen scavengers, corrosion inhibitors, fuel additives, etc.
Inventors
- 👤 Alink Bernardus A Oude
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 08:13
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/70; C07D239/72; C07D239/74; C07D239/02; C07D239/06
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
28 words
A PROCESS OF PREPARING A 2,3,4,5-TETRAHYDROPYRIMIDINE WHICH COMPRISES REACTING A CARBONYL COMPOUND FROM THE GROUP CONSISTING OF KEYNOTES AND ALDEHYDES WITH AMMONIA IN THE PRESENCE OF AN CATALYST.
Claim 2
Dependent Claim
28 words
A PROCESS OF PREPARING A 2,3,4,5-TETRAHYDROPYRIMIDINE WHICH COMPRISES REACTING A CARBONYL COMPOUND FROM THE GROUP CONSISTING OF KEYNOTES AND ALDEHYDES WITH AMMONIA IN THE PRESENCE OF AN CATALYST.
Claim 3
Dependent Claim
16 words
The process of claim 1 where the carbonyl compound and ammonia are reacted in stoichiometric amounts.
Claim 4
Dependent Claim
26 words
The process of claim 1 where the ion exchange resin catalyst is present in a weight ratio of carbonyl to catalyst of at least about 0.1.
Claim 5
Dependent Claim
20 words
The process of claim 3 where the weight ratio of carbonyl to catalyst is about 0.1 to 10 or more.
Claim 6
Dependent Claim
12 words
The process of claim 1 where the cArbonyl compound is a ketone.
Claim 7
Dependent Claim
12 words
The process of claim 1 where the carbonyl compound is an aldehyde.
Claim 8
Dependent Claim
34 words
The process of claim 1 wherein the carbonyl compound is selected from the group consisting of acetone, methyl ethyl ketone, cyclopentanone, cyclohexanone, 2-methyl cyclohexanone, 3-methyl cyclohexanone, 4-methyl cyclohexanone, propionaldehyde, butyraldehyde, n-heptaldehyde and mixtures thereof.
Claim 9
Dependent Claim
16 words
The process of claim 1 where the ion exchange resin is a sulfonate ion exchange resin.
Claim 10
Dependent Claim
16 words
The process of claim 1 where the ion exchange resin is a carboxylate ion exchange resin.
Claim 11
Dependent Claim
20 words
The process of claim 1 where the reaction takes place at a temperature of from about 0*C. to about 100*C.
Claim 12
Dependent Claim
14 words
The process of claim 10 where the reaction takes place at the ambient temperature.
Claim 13
Dependent Claim
51 words
The process of preparing a 2,3,4,5-tetrahydropyrimidine which comprises reacting a stoichiometric amount of acetone and ammonia at a temperature of from about 0*C. to about 100*C. in the presence of a sulfonate ion exchange resin, the weight ratio of acetone to sulfonate ion exchange resin being about 0.1 to about 10.
Claim 14
Dependent Claim
51 words
The process of preparing a 2,3,4,5-tetrahydropyrimidine which comprises reacting a stoichiometric amount of acetone and ammonia at a temperature of from about 0*C. to about 100*C. in the presence of a sulfonate ion exchange resin, the weight ratio of acetone to sulfonate ion exchange resin being about 0.1 to about 10.
References Cited (Backward Citations)
US3538096A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-09-08 | 1979-03-10 | 1979-09-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-09-08 | 1983-03-10 | 1983-09-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-09-08 | 1987-03-10 | 1987-09-09 | $7700.00 | Window Closed / Lapsed |